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ChemicalBook CAS DataBase List 4-methoxynaphthalene-1-carboxylate

4-methoxynaphthalene-1-carboxylate synthesis

13synthesis methods
-

Yield: 55%

Reaction Conditions:

in water;tert-butyl alcohol

Steps:

20 Example 20
Example 20
Preparation of 4-methoxy-1-naphthoic acid 2.
4-Methoxy-1-naphthaldehyde (10g, 53.72mmol) was dissolved in t-butanol (75ml) and 2-methyl-2-butene (35ml) was added at room temperature.
A solution of sodium chlorite (7.99g, 70.63mmol) and sodium dihydrogen orthophosphate (9.15g, 76,27mmol) in water (50ml) was added dropwise.
The reaction mixture was stirred at room temperature overnight.
The reaction mixture was concentrated in vacuo and the residue was washed with a solution of 2MHCl (100ml) and the solid was filtered and washed with dichloromethane (100ml) and water (100ml) and dried in vacuo.
The solid was recrystallised from methanol to give 5.95g (55%) of 4-methoxy-1-naphthoic acid 2 as cream crystals.

References:

Randox Laboratories Ltd.;Fitzgerald, Stephen Peter;Innocenzi, Paul John;Lowry, Philip Andrew;McConnell, Ivan Robert;Benchikh, Elouard EP2698385, 2014, A1 Location in patent:Page/Page column

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